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Phosphorous Ligands for Catalysis
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rac-BINAP(O)
Formula:
(C6H5)2PC10H6C10H6P(O)(C6H5)2
= C44H32OP2
Molecular Weight:
638.7
CAS Registry
Number: [204862-91-9]
CA
Index Name:
Phosphine oxide,
[2’-(diphenylphosphino)[1,1’-binaphthalen]-2-yl]diphenyl-
Other Names:
2,2’-Bis(diphenylphosphino)-1,1’-binaphthyl
mono-oxide
2,2’-Bis(diphenylphosphino)-1,1’-binaphthyl
monooxide
2,2’-Bis(diphenylphosphino)-1,1’-binaphthyl
monoxide
2-(Diphenylphosphino)-2’-(diphenylphosphinyl)-1,1’-
binaphthyl
Abbreviated
Names:
BINAP(O); rac-BINAP(O); BINPO;
BINAP monoxide
Air- and
moisture-stable white crystalline
solid.
Uses: Ligand for
asymmetric catalysis with chiral
poisoning and building block for
synthesis.
The chiral poisoning strategy has been employed for Diels-Alder
reactions, catalyzed by a Ru Lewis
acid derived from racemic BINAP(O).
Excellent diastereoselectivity
and ee
of up to 60% were obtained with L-proline
and L-prolinamide as chiral poisons: Organometallics
2002,
21, 1662.
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